Preparation of 2-aminotriazines

Abstract

A metal.dicyanimide.ligand complex having the formula M[N(CN) 2 ] 2 .ligand 2 wherein M is Zn, Cu, Mg, Ca, Fe, Al or Si and ligand is a group capable of donating a pair of electrons, a process for its preparation, and its use in the preparation of aminotriazines is disclosed.

What is claimed is: 
     
       1. A process for the aminotriazines comprising: (a) reacting sodium dicyanimide with a soluble metal salt MX2 wherein M is zinc, copper, magnesium, iron, calcium, aluminum or silicon; and X is chlorine, bromine, acetate, sulfate, nitrate, hydroxide, phosphate, or carbonate; to yield a metallic dicyanimide represented by formula III:   M[N(CN).sub.2 ].sub.2 (III)         wherein M is defined as above; and   (b) reacting the compound of formula III in a suitable solvent with a ligand donor capable of donating a pair of electrons to yield of complex of (formula III:   M[N(CN).sub.2 ].sub.2.[ligand].sub.2 (I)         wherein M is defined as above; and ligand is a group capable of donating a pair of electrons; and   (c) reacting the complex of formula (I) with methanol to generate a complex of formula IV: ##STR7##   wherein M is defined as above; and (d) reacting the complex of formula IV with a mono- or dicarboxylic acid halide or anhydride to yield a compound of formula V: ##STR8## (e) reacting the compound of formula V with an alkylamine of formula NH 2  R wherein R is an alkyl group of up to six carbon atoms to yield the desired aminotriazine of formula VI: ##STR9##   wherein R is as defined above.   
     
     
       2. The process of claim 1 which generate the complex of formula IV in a yield of at least about 80%. 
     
     
       3. The process of claim 1 wherein MX 2  is zinc acetate. 
     
     
       4. The process of claim 1 conducted in a solvent comprising a mixture of methanol and one of tetrahydrofuran, acetonitrile, dioxane, N,N-dimethylaniline, triethylamine, triphenylphosphine or benzonitrile. 
     
     
       5. The process of claim 1 wherein the ligand donor is pyridine, triethylamine, acetone, acetonitrile, triphenylphosphine, dimethylsulfoxide, N,N-dimethylaniline, benzonitrile, or tetrahydrofuran. 
     
     
       6. The process of claim 5 wherein the ligand donor is acetonitrile or pyridine. 
     
     
       7. The process of claim 6 wherein M is zinc, magnesium or calcium. 
     
     
       8. The process of claim 7 wherein the ligand donor is acetonitrile and M is zinc. 
     
     
       9. The process of claim 7 wherein R is CH 3 . 
     
     
       10. The process of claim 8 wherein R is CH 3 .